(2R)-2-aminobutanedioic acid

• ChemBase ID: 2381
• Molecular Formular: C4H7NO4
• Molecular Mass: 133.10268
• Monoisotopic Mass: 133.03750771
• SMILES: N[C@H](CC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@H](C(=O)O)N
• InChI: InChI=1S/C4H7NO4/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H,6,7)(H,8,9)/t2-/m1/s1
• InChIKey: CKLJMWTZIZZHCS-UWTATZPHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-aminobutanedioic acid
• IUPAC Traditional name: D-aspartic acid
• Synonyms: (R)-2-aminosuccinic acid; D-Aspartic acid; (-)-Aspartic Acid; (R)-Aspartic Acid; D-(-)-Aspartic Acid; 2-Aminobutanedioic Acid; NSC 97922; (2R)-2-aminobutanedioic acid; D-Aspartic Acid; (R)-(-)-Aminosuccinic acid; (R)-2-Aminosuccinic acid; D-Aminosuccinic acid; H-D-Asp-OH; (R)-(-)-氨基琥珀酸; (R)-2-氨基琥珀酸; D-天冬氨酸

Database IDs

• CAS Number: 1783-96-6
• EC Number: 217-234-6
• MDL Number: MFCD00063081
• Beilstein Number: 1723529
• Merck Index: 14840
• PubChem SID: 160965832; 24853106
• PubChem CID: 83887

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.7025436
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -4.018386
• LogD (pH = 7.4): -5.749634
• Log P: -3.5037527
• Molar Refractivity: 26.5327 cm^3
• Polarizability: 10.896484 Å^3
• Polar Surface Area: 100.62 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.52
• LOG S: 0.03
• Solubility (Water): 1.42e+02 g/l

PROPERTIES

Physical Property

• Solubility: Dilute Hydrochloric Acid
• Apperance: White Solid
• Melting Point: >300 °C(lit.); >300°C; >300°C dec.
• Density: 1.66
• Optical Rotation: [α]20/D -24.7±1°, c = 5% in 5 M HCl; [α]20/D -24°, c = 2.3 in 6 M HCl; -25 (c=1 in 1N HCl)
• Hydrophobicity(logP): -2.412

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: CI9097500
• German water hazard class: 1
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: rat ... Slc1a3(29483)

Product Information

• Purity: ≥99.0% (NT); 95%; 95+%; 97%; 99%
• Grade: puriss.; ReagentPlus®
• Optical Purity: ee: 98% (GLC)
• Linear Formula: HO2CCH2CH(NH2)CO2H

DETAILS

MP Biomedicals - 02150401

Crystalline

MP Biomedicals - 05215710

MP Biomedicals Rare Chemical collection

DrugBank - DB02655

• Drug Groups: experimental
• Description: The D-isomer of aspartic acid. [PubChem]

Sigma Aldrich - 219096

Packaging
25, 100 g in poly bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 219096.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A790020

A non-essential amino acid found in food sources and dietary supplements. Its conjugate base D-aspartate has potential use as a a therapeutic agent in the treatment of schizophrenia-related symptoms.

REFERENCES

• Errico, F. et al.: J. Neurosci., 28, 10404 (2008)
• Denu, J.M. et al.: Biochem., 34, 3396 (2008)
• Chen, P.E. et al.: Mol. Pharmacol., 67, 1470 (2008)